Refine Search
Sort by
140 Uwapo Rd Unit 30-201, Kihei
$425,000
2 Beds ⋅ 2 Baths ⋅ 409855 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iii BLDG.
Welcome to Kihei Villages 30-201, a charming 2-bedroom, 1.5-bath second-floor condo located in the heart of North Kihei. Tucked away in a quiet location within the complex, this unit enjoys a peaceful setting far from the highway while still offering convenient access to everything Maui has to offer. This unit features a renovated kitchen and bathrooms, fresh interior paint completed in 2026, and new flooring throughout. Designed with both comfort and functionality in mind, the thoughtfully laid-out floor plan opens to a private lanai off the living room-an ideal spot to unwind and enjoy Maui's year-round tropical breezes. Additional highlights include an in-unit washer and dryer, abundant natural light, and the added benefit of residing in a pet-friendly community. Kihei Villages is a residential complex just a short stroll from Sugar Beach and the Kihei Canoe Club, making it easy to enjoy morning walks along the shore, paddling, sunsets, and all the outdoor activities that define island living. Conveniently located in North Kihei, the property offers a short drive to South Kihei, Wailea, Central Maui, and Kahului Airport.

140 Uwapo Rd Unit 30-201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2055 Kanoe St Unit A, Kihei
$1,190,000
4 Beds ⋅ 2 Baths ⋅ 409832 MLS ⋅ Fee Simple Tenure
Welcome to this one-of-a-kind opportunity to own a freshly renovated home in the heart of Kihei, just a short walk to one of South Maui’s most popular beaches and conveniently located near shops and restaurants. This beautiful 4-bedroom, 2-bathroom home was fully remodeled in 2024-2025, featuring brand new roofing, windows, doors, exterior stucco, plumbing, and updated electrical wiring and fixtures. The kitchen includes all-new cabinets with quartz countertops, new appliances, and the bathrooms feature tiled showers. Vinyl flooring has been installed throughout. The yard has been refreshed with a new irrigation system and freshly planted grass. Experience island-style living: park your car in the carport, stroll to nearby shops to run errands, take a walk at the park during sunset, and enjoy dinner at one of the many local restaurants on your way home. This is Unit A of Kanoe St Condominium, a four-unit CPR. Some of the photos are digitally staged. Contact your favorite Realtor to schedule a showing today.

2055 Kanoe St Unit A, Kihei

Listing courtesy of Equity One Real Estate Inc (M).

4955 Makena Rd Unit F102, Kihei
$2,499,000
2 Beds ⋅ 3 Baths ⋅ 409826 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

1993 S Kihei Rd Unit 214, Kihei
$739,000
2 Beds ⋅ 2 Baths ⋅ 409816 MLS ⋅ Fee Simple Tenure ⋅ Island Surf BLDG.
Not subject to Bill 9 • Across from Kalama Beach Park • Fee simple • Lock-off 2-bedroom with double lanai Island Surf Unit 214 is a 2-bedroom, 2-bath, 941-square-foot fee simple condominium at 1993 South Kihei Road in Kihei, Maui, Hawaii 96753, directly across the street from Kalama Beach Park and The Cove surf break. This second-floor corner unit, remodeled in 2023, offers ocean views, a double lanai, and a lock-off floor plan that functions as a full two-bedroom residence or as a one-bedroom unit plus a separate studio. The condo is offered fully furnished with a range, refrigerator, dishwasher, microwave, in-unit washer and dryer, ceiling fans, cable TV, and blinds. Built in 1973 on a 1.55-acre site in the Kalama neighborhood, the Island Surf building recently completed a multiphase renovation that included structural renewal, relined vertical plumbing to each unit, wastewater pipe work, and a new roof with photovoltaic solar panels. Building amenities include an in-ground pool, and pets are allowed per association rules. Island Surf is zoned B-2 Community Business District, is not subject to Maui County Bill 9 (Ordinance 5909), and short-term rental is permitted; buyers to verify current Maui County rules. The ground floor of Island Surf houses shops, restaurants, and local businesses, and South Maui Gardens, an open-air gathering space with food trucks and tropical landscaping, sits directly behind the complex. Kalama Beach Park, The Cove, paddleboarding, swimming beaches, and South Kihei Road dining and shopping are all nearby. The flexible lock-off layout suits use as a primary residence, second home, or investment property. A furnished, ocean-view, fee simple Island Surf condo in the heart of Kihei, South Maui.

1993 S Kihei Rd Unit 214, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

2960 S Kihei Rd Rd Unit 215, Kihei
$555,000
2 Beds ⋅ 2 Baths ⋅ 409814 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409813. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/4 fractional ownership interest (maintaining compliance with HRS 514E), giving you three months (91 days spanning 1/31 to 3/31, and 7/1 to 7/31) of high-season and summer use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

2960 S Kihei Rd Rd Unit 215, Kihei
$438,000
2 Beds ⋅ 2 Baths ⋅ 409813 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409814. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/6 fractional ownership interest (maintaining compliance with HRS 514E), giving you two continuous months (61 days spanning 12/1 to 1/31) of high-season use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

2994 S Kihei Rd Unit 106, Kihei
$1,590,000
2 Beds ⋅ 2 Baths ⋅ 409801 MLS ⋅ Fee Simple Tenure ⋅ Hale Hui Kai BLDG.
Hale Hui Kai is a true hidden gem on Keawakapu Beach — a boutique oceanfront complex in an unbeatable location. From the moment you step into its quiet, lush walkways, you’re greeted with the timeless charm of old Hawaiiana. This beautifully remodeled ground floor two bedroom, two-bath residence features a thoughtful, creative design throughout. The spacious lanai offers a pleasant view — not fully oceanfront, but with a lovely glimpse of the water that reminds you just how close you are to the shoreline. Just steps away from one of South Maui’s best beaches, Keawakapu! The primary suite showcases a stunning tiled shower paired with bamboo cabinetry, while the hall bath features an equally striking tub surround with meticulous detailing. The kitchen is an entertainer’s delight, blending granite countertops, and bamboo cabinets and a timeless tile floor for a warm, inviting atmosphere. With quality finishes throughout, this unit is the perfect island getaway. If you’re searching for beachfront living in Kihei, this is a must see — just steps from one of the best white sand beaches in the Kihei/Wailea area. Hotel zoned and vacation rentable, this oceanfront complex offers exceptional flexibility—whether you’re seeking rental income, a second home, or the ultimate island living retreat. Keawakapu is the kind of place where locals come to unwind, visitors fall in love with the island, and every day ends with a postcard worthy view. It’s not just a beach—it’s a feeling of pure island living. The Hale Hui kia sits on one of South Maui’s most treasured stretches of coastline. And don’t forget about the world class dining, shopping and golf that awaits just minutes away.

2994 S Kihei Rd Unit 106, Kihei

Listing courtesy of Hawaii Life (W).

35 Walaka St Unit L211, Kihei
$280,000
1 Beds ⋅ 1 Baths ⋅ 409795 MLS ⋅ Fee Simple Tenure ⋅ Kalama Terrace BLDG.
Price adjusted to $280K plus a $5K Credit at closing. Kalama Terrace is a prime Kihei condo a block from Charley Young Beach and Cove Park! The condo is spacious with lots of natural light & cool breezes, which creates a welcoming atmosphere. The covered lanai is perfect for unwinding after a day at the beach. A portable A/C keeps the space cool during those warm evenings. Residents have easy access to stunning shorelines & a variety of recreational activities, including swimming, stand-up paddleboarding, and surfing. The vibrant neighborhood is rich with dining options and shopping, enhancing your island lifestyle. With Piilani Village Shopping Center & Azeka Shopping Center minutes away, convenience is at your fingertips. Don’t miss out on this island gem! Embrace the opportunity to own this beautiful property in a sought-after location. The building currently allows short-term rentals, providing excellent investment potential, although this will be phased out by January 1, 2031. Monthly HOA fee cover Electricity/Gas/Water/Sewer/Trash/CAM This condo is sold furnished, including all contents (excluding the TV, staging bedding, and staging kitchen linens) and is sold “as is.”

35 Walaka St Unit L211, Kihei

Listing courtesy of RE/MAX Honolulu.

1437 Umeke Cir Unit 100, Kihei
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 409786 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
Experience true luxury in the gated community of Hokulani. Perched within the Maui Nui Golf course, this upscale home is among the newest in South Maui. Enjoy an open feeling with high ceilings and Maui’s sunshine streaming in from the tall windows. An expansive kitchen includes granite island and countertops, bar seating and everything one would want to create amazing meals and memories. Large lanai offers privacy and those cool trade winds. This floorplan is a favorite of many with a large den and the primary suite on the main floor, and two additional rooms plus a family room upstairs. Enjoy central AC and a two-car garage as well as a stunning infinity pool, spa and clubhouse within this neighborhood that spans 40 acres.

1437 Umeke Cir Unit 100, Kihei

Listing courtesy of Hawaii Life (W).

2191 S Kihei Rd Unit 2420, Kihei
$699,900
2 Beds ⋅ 2 Baths ⋅ 409740 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Enjoy island living in this well-maintained and tastefully furnished 2-bedroom, 2-bath condo located on the fourth floor of Maui Vista. Unit 2420 offers a desirable peek-a-boo ocean view along with tasteful recent upgrades throughout.This beautiful condo has been newly remodeled with luxury vinyl flooring, a new refrigerator installed in Winter 2025, a brand-new A/C unit added last month and a new washer and dryer installed this year as well. Additional upgrades include new living room furnishings and a new dishwasher added in 2024. Bright, clean, and comfortable, this turnkey unit is ready for immediate enjoyment. The open-concept layout features a loft and second bathroom with shower upstairs, creating added flexibility and space. An owner storage closet is conveniently located on the main floor, along with a separate large storage room upstairs. Vaulted ceilings in the great room create an expansive and airy feel throughout the main living area. The condo is being sold completely furnished, making it the perfect Maui retreat, vacation property, or investment opportunity. The beautifully maintained grounds include lush tropical landscaping, three in-ground pools, three tennis courts, and BBQ areas perfect for relaxing or entertaining. Located directly across from the ocean, Kihei Cove surf spot, - & restaurants, shops, and aWorld-class golf courses are just minutes away. A large monkeypod tree just off the lanai provides a lush green canopy and wonderful afternoon shade. Relax with a glass of wine while enjoying the gentle trade winds and birds chirping after a long day at the beach. Currently operating as a successful vacation rental with strong booking history, this property offers an exceptional opportunity for both personal enjoyment and income potential.

2191 S Kihei Rd Unit 2420, Kihei

Listing courtesy of Maui Realty Connections.

7505 Makena Rd, Kihei
$26,500,000
6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure
THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate. In a world moving faster than ever, it is intentionally crafted for life to slow down. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” The compound offers a vast combination of energy efficiency, self-sufficiency and refined comfort featuring what we are told is the largest residential Tesla Solar Roof in the US installed in 2024. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager offers lock-and-leave convenience. The luxurious amenities are endless with privately separated interior living areas offering exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

2695 S Kihei Rd Unit 9306, Kihei
$750,000
1 Beds ⋅ 2 Baths ⋅ 409720 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
Welcome to your South Maui sunset retreat at Kamaole Sands 9-306, a stylish 1-bedroom, 2-bath condo offering 818 square feet of bright, comfortable living space just moments from Kamaole Beach Park III. This inviting condo blends ocean-view living, resort-style amenities, and everyday convenience in one of Maui’s most loved coastal locations. Hop off the elevator on the third floor and step inside to a living and dining area filled with natural light and designed for comfort. The well-equipped kitchen with granite countertops offers everything needed to prepare meals at home, from quick breakfasts to relaxed island dinners. The bedroom offers a peaceful retreat with a comfortable king-sized bed, while two full bathrooms add extra privacy and convenience. One of the standout features is the private lanai, where ocean and mountain views create a beautiful backdrop for morning coffee, outdoor dining, and colorful Maui sunsets. The condo also includes AC for year-round comfort and is being sold fully furnished. Kamaole Sands offers a true resort-style setting with an in-ground pool and a keiki pool, two hot tubs, three BBQ areas, a fitness center and four tennis courts. With beaches, dining, shopping, and outdoor activities all within an easy walking distance, Unit 9-306 delivers the comfort, location, and views that make South Kihei living so special. Schedule a showing today and experience this Maui condo for yourself.

2695 S Kihei Rd Unit 9306, Kihei

Listing courtesy of Compass-W.

483 S Kihei Rd Unit 106, Kihei
$645,000
2 Beds ⋅ 1 Baths ⋅ 409718 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG.
Significant PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 1-bath ground floor condo in Kihei Holiday! Renovated in 2024 with new flooring and an updated kitchen, this charming and fully furnished unit is move-in or rental ready. Located in a Hotel-Zoned complex, offering valuable future vacation rental protection. Enjoy an unbeatable location just across the street from the beach with less than a 1-minute walk to the sand, plus close proximity to popular restaurants including Isana and Beach Club, nearby grocery shopping, and everyday conveniences. Community amenities include an in-ground pool, hot tub, and BBQ area. Ideally situated near the barbecues for convenience while still offering a peaceful setting away from pool noise. 1 Parking Space included with plenty of additional guest parking nearby. The spacious living area stays cool with a large AC unit, and the grassy area just outside creates the perfect space to relax and enjoy the laid-back South Maui lifestyle. Contact your favorite realtor for a showing today!

483 S Kihei Rd Unit 106, Kihei

Listing courtesy of Whalers Investment Group LLC.

155 Wailea Ike Pl Unit 74, Kihei
$750,000
1 Beds ⋅ 2 Baths ⋅ 409715 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical beauty, this one-bedroom, two-bath residence features vaulted ceilings, and a private lanai where you can savor breathtaking sunsets and refreshing trade winds. As a resident, enjoy exclusive amenities and easy access to Wailea’s pristine beaches, world-class dining, and premier shopping—all just a short stroll away!

155 Wailea Ike Pl Unit 74, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2387 S Kihei Rd Unit B405, Kihei
$689,000
1 Beds ⋅ 1 Baths ⋅ 409713 MLS ⋅ Fee Simple Tenure ⋅ Kihei Alii Kai BLDG.
Hotel-zoned and ideally located in the heart of South Kihei, Unit B405 at Kihei Alii Kai offers exceptional flexibility for owner-occupants, second-home buyers, or those seeking strong short-term rental potential. This top-floor 1-bedroom, 1-bath condo with a spacious loft enjoys outstanding historical short-term rental performance within the complex, while this particular unit has not been previously rented, offering a rare opportunity for a fresh, well-cared-for residence. Enjoy ocean-facing views and the bright, open feel that comes with a top-floor unit. Featuring new flooring along with an updated kitchen and bath, the unit blends comfort, functionality, and island style. The loft provides versatile additional space ideal for guests, a home office, or expanded sleeping accommodations. Located directly across from Kamaole Beach Park I and moments from South Kihei dining, shopping, and activities--this is Maui beach living at its best. The complex features ample guest parking, including a covered owners-only parking area, two property entrances, Security gate at the rear entrance. Resort-style amenities include a pool, spa, sauna, pickleball court, BBQ and entertaining area, and spacious gathering areas perfect for relaxing after a day at the beach. Homeowner tax exemption currently in place through the end of the year.

2387 S Kihei Rd Unit B405, Kihei

Listing courtesy of Maui Ohana Real Estate LLC.

1299 Uluniu Rd Unit 103A, Kihei
$539,000
1 Beds ⋅ 1 Baths ⋅ 409710 MLS ⋅ Fee Simple Tenure ⋅ Kihei Garden Estates BLDG.
Discover your own piece of Paradise at Kihei Garden Estates. Tucked within a quiet garden setting amidst lush tropical landscaping, this beautifully positioned ground-floor 1 bedroom, 1 bath residence offers relaxed Island living and the perfect blend of Island comfort just steps from the beach! Enjoy indoor-outdoor living with a private lanai opening to serene garden views and convenient access to the community pool, spa, BBQ, and entertaining areas. Located in the heart of Kihei near dining, shopping, and world-class beaches, Unit A-103 presents exceptional opportunity to enjoy the Maui lifestyle. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this is Maui living at its best! Schedule your private tour today.

1299 Uluniu Rd Unit 103A, Kihei

Listing courtesy of eXp Realty.

32 Hune One Ln Unit 5-101, Kihei
$840,000
2 Beds ⋅ 2 Baths ⋅ 409692 MLS ⋅ Fee Simple Tenure ⋅ Kai Ani Village BLDG.
This beautiful, spacious, ground-level 2-bedroom, 2-bath condo offers effortless island living with thoughtful upgrades throughout. Featuring newer luxury vinyl plank flooring and tile, 10-foot ceilings, and an expansive 116 sq. ft. lanai accessible from both the living room slider and master bedroom, this home feels bright and generously proportioned. The well-appointed kitchen boasts granite countertops, stainless steel appliances, ample cabinetry, a microwave, and dishwasher. Additional conveniences include a full-size washer and dryer in a dedicated laundry room with sink, three split-system air conditioners (one in each bedroom and the living room), lighted ceiling fans, window coverings, and a security screen door. This unit includes a private single-car garage plus one assigned parking space. Residents enjoy access to the complex’s resident-and-guest-only pool, hot tub, BBQ area with ample seating and poolside cabanas, and on-site car wash station. Located in the heart of Kihei, this property is just two blocks from the beach— a favorite spot for spectacular sunset views. Restaurants, shops, grocery stores, medical and dental offices, and the post office are all within easy walking distance, many just one block away. Enjoy the perfect blend of comfort, convenience, and the best of Kihei, Maui living.

32 Hune One Ln Unit 5-101, Kihei

Listing courtesy of PKR Realty.

Makena Rd, Kihei
$3,500,000
409689 MLS ⋅ Fee Simple Tenure
A rare and extraordinary opportunity in coveted Makena awaits. Just steps from world famous Makena Beach (Big Beach). This exceptional vacant lot spans approximately 28,706 sq. ft. (0.658 acres) and offers the perfect canvas to create your Maui Estate. Nestled within an exclusive gated subdivision of only four properties, this prime homesite combines privacy, tranquility, and the natural beauty that defines South Maui living. A ¾-inch water meter is already installed, and underground utilities are brought directly to the site for added convenience. Enjoy the soothing sounds of the ocean along with beautiful glimpses of the sparkling blue Pacific Ocean. Ideally located near championship golf courses, upscale shopping and dining, world class Wailea resorts, luxury spas, and pristine beaches, this property offers the very best of the Makena lifestyle. Truly one of Maui’s most special offerings. This is an exceptional opportunity to build in one of Hawaii’s most sought after coastal communities.

Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

295 Kaihoi St, Kihei
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 409688 MLS ⋅ Fee Simple Tenure
5 bedrooms in North Kihei • Flexible layout for separate living quarters • Fenced yard • Price reduced 295 Kaihoi Street is a 5-bedroom, 3-bath, 2,480-square-foot fee simple single-family home in the Hale Piilani subdivision of North Kihei, Maui, Hawaii 96753. Built in 1988, the two-story home sits on a 7,510-square-foot lot with mountain views, a fully fenced yard, and a one-car carport. The flexible floor plan includes multiple living areas that could be adapted to create separate living quarters, as well as space for entertaining or working from home, and large windows bring natural light throughout. Maui County's 2026 accessory dwelling rules allow up to two accessory dwellings for long-term residential use on qualifying residential lots; buyers to verify eligibility, permitting, and conversion requirements with Maui County. The fully fenced yard provides private outdoor space for backyard gatherings, outdoor dining, and relaxing. The home has photovoltaic solar panels under a lease. Hale Piilani is in North Kihei, with nearby beaches, parks, shopping, and dining, and convenient access to Central Maui, Wailea, and West Maui. Listing includes a virtually staged photo. A 5-bedroom Hale Piilani home in North Kihei, South Maui.

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

2450 S Kihei Rd Unit 202, Kihei
$947,000
2 Beds ⋅ 2 Baths ⋅ 409683 MLS ⋅ Leasehold Tenure ⋅ Kamaole Nalu BLDG.
Imagine waking up to gentle trade winds, stepping onto your private lanai, and watching the Pacific sparkle as the sun sets over Kamaole Beach. This is daily life at Kamaole Nalu #202 — a beautifully positioned second-floor ocean-view residence that delivers the true essence of South Maui living. Nestled directly between Kamaole Beach Parks I and II, this 2-bedroom, 2-bath condo (774 interior sq ft) offers sweeping panoramic ocean views, legendary sunsets, and effortless beach access. The open-concept layout invites island breezes and natural light throughout, creating a seamless flow from the well-appointed kitchen to the living and dining areas. The expansive private lanai becomes your favorite room — perfect for morning coffee, al fresco meals, whale watching in season, or simply unwinding with a glass of wine as the sky turns golden magenta. Inside, thoughtful island-inspired finishes and comfortable furnishings make this a turn-key retreat that feels like home the moment you arrive. The primary suite offers peaceful king-bed comfort, while the guest room (with queen + twin) easily accommodates family or friends. A convertible sofa sleeper in the living area means the unit comfortably sleeps six — ideal for personal use or generating strong vacation rental income. The property is currently professionally managed by Ali'i Resorts, one of Maui’s most respected and experienced short-term rental management companies. This means everything is already handled seamlessly — from bookings and guest services to maintenance and marketing — delivering peace of mind and proven performance for owners who want hassle-free ownership and reliable income. Kamaole Nalu itself is one of South Kihei’s most desirable oceanfront complexes, with a large oceanfront pool, tropical grounds, gas barbecues, free parking, and direct beach access. You’re minutes from Wailea’s golf, shopping, and dining, yet right in the heart of everything Kihei offers — restaurants, markets, snorkeling, paddleboarding, and year-round beach walks. This property sits in the hotel zone, so it is not subject to Bill 9 and remains a fully legitimate short-term rental (STR). Combined with its prime location and proven appeal, it offers excellent flexibility — whether you want a personal Maui getaway, a full-time residence, or a high-performing investment. Kamaole Nalu #202 is more than a condo. It’s your slice of the Maui lifestyle you’ve been dreaming about — ready for you to enjoy, share, or rent from day one. Note: This is a leasehold property.

2450 S Kihei Rd Unit 202, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

255 Kaiolohia St, Kihei
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 409681 MLS ⋅ Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

777 S Kihei Rd Unit 107a, Kihei
$535,000
1 Beds ⋅ 1 Baths ⋅ 409680 MLS ⋅ Fee Simple Tenure ⋅ Kihei Resort BLDG.
MOTIVATED TO SELL. Ground Floor. Garden Views. Right Across from the Beach. Whether you're looking for your own home on Maui or a property that works while you're not in it — this one delivers both. This updated ground-floor 1-bedroom, 1-bath condo at Kihei Resort is the kind of find that checks boxes you didn't even know you had. The bright, comfortable living space flows out to a private covered lanai surrounded by lush tropical gardens — your morning coffee spot, your evening wind-down, your little corner of the island. For Homebuyers, it's the retreat you've been waiting for. For an investor, it's the ambiance guests pay a premium for. The kitchen comes equipped with stainless steel appliances and generous counter space — ready for a quiet night in or prepped for a week of guests. The bathroom features elegant tile work and contemporary fixtures, and the in-unit stackable washer/dryer keeps things convenient whether you're living here full-time or managing a rental. Kihei Resort offers a pool, hot tub, BBQ areas, and beautifully maintained tropical grounds that make everyday life feel a little more like vacation. And the location is hard to beat — Kalepolepo Beach Park is right across the street, with easy beach access and South Maui sunsets that never get old. Flexible living, prime location, Kihei Resort — schedule your showing today.

777 S Kihei Rd Unit 107a, Kihei

Listing courtesy of Real Broker.

2777 S Kihei Rd Unit K101, Kihei
$649,900
1 Beds ⋅ 2 Baths ⋅ 409659 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
MASSIVE $225,000 PRICE REDUCTION! This incredible discount reflects Maui's current short-term rental zoning transitions, offering a rare opportunity to acquire a premium, turnkey end unit at Maui Kamaole in South Kihei at an unbeatable value. Following the passage of Bill 9, Maui County officially approved Bill 88 to create a brand-new H-3 / H-4 hotel zoning framework explicitly designed to allow qualifying apartment-zoned resort properties to pursue permanent short-term rental zoning. Maui Kamaole is among the prominent South Maui properties formally listed to pursue this streamlined pathway. In the meantime, short-term rentals remain a fully viable option here until at least January 1, 2031, providing an excellent window for immediate cash flow and personal use. Tucked away from car and foot traffic, this private, ground-level home offers ultimate peace and quiet in a sprawling garden setting bursting with tropical flowers. Enjoy amazing cross breezes thanks to two private outdoor spaces: a front garden lanai and a second walled patio. The spacious interior layout features two full baths and two sofa beds, allowing the living area to seamlessly serve as a second bedroom for guests. Upgraded for modern comfort, the unit boasts two brand-new, energy-efficient mini-split A/C units, a California King bed, newer kitchen appliances, and a built-in water filter and 6 closets. Positioned in a wind-sheltered section with excellent drainage, you will experience protection from storms and no issues with gnats. Steps from your door, enjoy resort amenities like the delightful waterfall pool, jacuzzi, tennis courts, and BBQ areas. Best of all, you are directly across the street from the Kihei boat launch and world-class beaches such as Kamaole III and Keawakapu Beach. Offered completely furnished—including all kitchenware, linens, a fruiting dwarf lime tree, and even beach gear. Truly turn-key and ready for you to move right in or rent out!

2777 S Kihei Rd Unit K101, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

2936 S Kihei Rd Unit 209, Kihei
$949,000
1 Beds ⋅ 1 Baths ⋅ 409650 MLS ⋅ Fee Simple Tenure ⋅ Kihei Surfside BLDG.
Kihei Surfside Unit 209 is OCEANFRONT ON THE ISLAND OF MAUI. GORGEOUS OCEAN VIEWS! Set along South Maui’s treasured shoreline, where seasonal whale watching and sea turtle sightings reflect the natural rhythm of the coast, this contemporary remodeled one-bedroom, one-bath condominium offers an inspiring connection to its surroundings. In the main living area, an entire wall of windows frames expansive views of the Pacific Ocean, lush manicured lawn, and the West Maui Mountains in the distance, filling the home with natural light and beauty. The kitchen features richly veined polished granite countertops and is thoughtfully designed to capture ocean views, opening seamlessly into the living space for an effortless indoor-outdoor flow centered on the scenery beyond. Beyond the interiors, the private lanai becomes an extension of the home itself — a place to begin the morning with coffee or unwind beneath Maui’s unforgettable sunsets. The bedroom features a Cal King bed, while the living area offers additional accommodations with a sleeper sofa. The modern bath features a sleek walk-in shower and the same rich deep-veined granite as in the kitchen. Two split air-conditioners provide comfort throughout the year. At Kihei Surfside, residents and guests enjoy an exceptional collection of resort-style amenities, including oceanfront BBQ areas, a beautifully maintained lawn with putting green, and a renovated pool overlooking the sea — all designed to embrace Maui’s outdoor lifestyle. Just steps away lies world-renowned Keawakapu Beach, celebrated for its golden sand, blue waters, exceptional snorkeling, swimming, and diving. Paddleboards, kayaks, and surf gear are conveniently available nearby. Moments away, Wailea offers world-class golf, luxury resorts, acclaimed dining, and premier shopping at The Shops at Wailea, creating a lifestyle that effortlessly blends relaxation, recreation, and sophistication. Hotel-zoned with a STRONG VACATION RENTAL HISTORY and exceptional guest reviews, Unit 209 offers a compelling opportunity for those seeking a primary residence, a vacation home, and/or investment potential. The choice is yours. Come experience the beauty and ease of life by the sea... at one of Maui’s most coveted oceanfront locations. Maui Beach Life!

2936 S Kihei Rd Unit 209, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

78 Kai Malu Dr Unit 202 (14D), Kihei
$2,875,000
2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering beautiful ocean and Molokini views from the spacious lanai. Designed to embrace Maui’s coveted indoor-outdoor lifestyle, this luxury condominium blends modern elegance, comfort, and resort-style amenities within one of South Maui’s most sought-after gated communities. This lovely residence features tile flooring throughout the unit, creating a seamless and sophisticated coastal aesthetic. The expansive lanai is enhanced with privacy shades to help block the afternoon sun while providing the perfect setting to enjoy year-round sunsets, ocean views, and Molokini vistas. Airflow and comfort are thoughtfully enhanced by sleek Big Ass Fans throughout the residence, complementing the home’s relaxed yet refined island aesthetic. The open-concept design seamlessly connects the kitchen, dining, living, and lanai spaces, creating an effortless flow for entertaining or everyday indoor-outdoor living. Additional features include an EV charger, extra storage, and the convenience of two parking spaces, including a 1-car garage and 1-surface stall. La‘i Loa residents enjoy exceptional resort-style amenities including a stunning 75-foot lap pool, beautifully designed amenity center, fitness room, sauna, and steam sauna. Thoughtfully designed by award-winning Weinstein A+U Architects, the gated community offers privacy, security, and contemporary island architecture in the heart of Wailea. Located moments from Wailea’s world-renowned beaches, golf courses, luxury resorts, shopping, and dining, this is an exceptional opportunity to own in one of Maui’s premier luxury communities.

78 Kai Malu Dr Unit 202 (14D), Kihei

Listing courtesy of Polaris Pacific.

300 Ohukai Rd, Kihei
$679,000
409621 MLS ⋅ Fee Simple Tenure
Located in the Kihei Commercial Plaza, Unit B309 offers a versatile blend of retail, warehouse, and office space ideal for a variety of business or personal uses. The unit features a spacious warehouse area with a 12-foot overhead roll-up door for easy loading and access, plus an approximately 575 sq. ft. mezzanine office space above. Whether you are looking for a functional commercial space for your business operations, a showroom, contractor storage, or even a secure place to store luxury vehicles and recreational "toys," this unit offers outstanding flexibility. An additional opportunity exists to purchase the neighboring Unit B310 together, creating approximately 2,662 sq. ft. combined, not including the mezzanine loft spaces, for even greater potential and expanded functionality. The owner of the property is the listing agent

300 Ohukai Rd, Kihei

Listing courtesy of Hawaii Life (W).

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

How much is your home worth?

Get instant property value now!